Application of 51572-93-1,Some common heterocyclic compound, 51572-93-1, name is O-(2,4-Dichlorobenzyl)hydroxylamine hydrochloride, molecular formula is C7H8Cl3NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
c) A solution of N-(2-butyryl-4-chlorophenyl)trifluoromethanesulfonamide 29A (243 mg, 0.74 mmol), O-(2,4-dichlorobenzyl)hydroxylamine hydrochloride (176 mg, 0.77 mmol) and anhydrous NaOAc (86 mg, 1.05 mmol) in EtOH (10 mL) was stirred for 15 hours at RT. The reaction mixture was concentrated under vacuum and the residue filtered through a pad of silica (eluting with CHCl3). Purification by radial thin layer chromatography (eluting with CH2Cl2/PE, 7.5:82.5 to 3:17) afforded N-{4-chloro-2-[1-(2-chloro-4-methylbenzyloxyimino)butyl]}trifluoromethanesulfonamide 100 (189 mg, 51%) as a pale yellow solid. M.p. 65-66 C. 1H n.m.r. (200 MHz, CDCl3) delta11.45, br s, 1H; 7.63, d, J=9.0 Hz, 1H; 7.46, d, J=2.6 Hz, 1H; 7.44, d, J=1.8 Hz, 1H; 7.41-7.34, m, 2H; 7.30-7.25, m, 1H; 5.27, s, 2H; 2.80, m, 2H; 1.60, m, 2H; 1.02, t, J=7.4 Hz, 3).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route O-(2,4-Dichlorobenzyl)hydroxylamine hydrochloride, its application will become more common.
Reference:
Patent; Meyer, Adam Gerhard; Winzenberg, Kevin Norman; Sawutz, David G.; Liepa, Andris Juris; US2006/63841; (2006); A1;,
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